Sherman Vacation Packages

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  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Top Sherman Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express & Suites Olive Branch by IHG

Holiday Inn Express & Suites Olive Branch by IHG

2.5 out of 5
Price was CA $1,068, price is now CA $1,002 per person
CA $1,002
per person
Jan 7 - Jan 11
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tupelo (TUP)
8.6/10 Excellent! (1,003 reviews)
Best experience ever!! Breakfast was good and fresh!!

Reviewed on Nov 1, 2026

La Quinta Inn & Suites by Wyndham Olive Branch

La Quinta Inn & Suites by Wyndham Olive Branch

3 out of 5
Price was CA $1,160, price is now CA $1,063 per person
CA $1,063
per person
Jan 7 - Jan 11
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tupelo (TUP)
9.4/10 Exceptional! (403 reviews)
CLEAN ROOM

Reviewed on Nov 3, 2026

Comfort Suites Olive Branch - Memphis South

Comfort Suites Olive Branch - Memphis South

2.5 out of 5
Price was CA $1,214, price is now CA $1,127 per person
CA $1,127
per person
Jan 7 - Jan 11
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tupelo (TUP)
8.6/10 Excellent! (780 reviews)

Fairfield Inn & Suites by Marriott Memphis Olive Branch

Fairfield Inn & Suites by Marriott Memphis Olive Branch

3 out of 5
Price was CA $1,282, price is now CA $1,214 per person
CA $1,214
per person
Jan 24 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tupelo (TUP)
8.8/10 Excellent! (1,002 reviews)

Best Western Plus Desoto

Best Western Plus Desoto

2.5 out of 5
Price was CA $1,092, price is now CA $1,039 per person
CA $1,039
per person
Jan 7 - Jan 11
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Tupelo (TUP)
8.4/10 Very good! (1,004 reviews)

Ready to book your vacation to Sherman?

 

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Sherman Hotel Deals

Best Western Plus Tupelo Inn & Suites

Best Western Plus Tupelo Inn & Suites

2.5 out of 5
3158 N Gloster Street Tupelo MS
Fully refundableReserve now, pay when you stay
The price is CA $129 per night from Dec 7 to Dec 8
CA $129
CA $141 total
Dec 7 - Dec 8
includes taxes & fees
Best Western Plus Tupelo Inn & Suites
Holiday Inn Hotel & Suites Tupelo North by IHG

Holiday Inn Hotel & Suites Tupelo North by IHG

3 out of 5
923 North Gloster Tupelo MS
Fully refundable
The price is CA $154 per night from Dec 6 to Dec 7
CA $154
CA $168 total
Dec 6 - Dec 7
includes taxes & fees
Holiday Inn Hotel & Suites Tupelo North by IHG
Red Roof Inn Tupelo

Red Roof Inn Tupelo

2 out of 5
1516 Mccullough Blvd Tupelo MS
Fully refundableReserve now, pay when you stay
The price is CA $81 per night from Nov 8 to Nov 9
CA $81
CA $88 total
Nov 8 - Nov 9
includes taxes & fees
Red Roof Inn Tupelo
See all 123 properties in Sherman
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Sherman vacation package cost?
Offering great value package deals from CA $1,002 on Expedia, you'll be pleasantly surprised at how much a vacation to Sherman costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Sherman?
January, February and October are the best times to search for cheap Sherman vacation packages. Opting to travel in quieter periods means you can typically find better prices on flights and accommodations.
How many days is enough for Sherman?
Typically, a handful of days is enough to visit the top attractions during your Sherman vacation. However, if you want to have time to kick back or go on day trips, consider extending your trip.
How to find the best Sherman package deals?
Use Expedia's handy filters to help you find some tempting Sherman package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or browse for Sherman package deals in the low season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a Sherman vacation as a package?
You can enjoy significant savings on your next Sherman break by booking a customized vacation package. Click on the "Package" heading, then select your travel dates and destination to view some great airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Sherman?
If you've got your Sherman vacation dates confirmed, book early to bag some terrific deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Sherman?

  1. Choose when to get away: Check your calendar and pack your bags. Your favourite season and the type of activities available will also help you decide when to vacation in Sherman.
  2. Plan your budget wisely: On top of the cost of your accommodations, you should consider other expenses. These include flights, transportation and food. Also, set aside some extra funds for unexpected expenses that could arise during your trip to Sherman.
  3. Decide how many days away: Start by listing all the attractions and activities you want to get to in Sherman. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a tailored Sherman vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.